The Grand Entrance

From modern sensibility to old-world grandeur, these homes are showstoppers.

By Photographs by Olson Photographic

Every April this magazine takes a close look at the real estate market. We examine key indicators, explore major influencers and ask the big question: How are we doing? And this month is no different. We continue our tradition in “The State of Real Estate 2013” (page 88). These next few pages, however, are devoted to the slightly more lighthearted side of real estate—the pretty side. Why not highlight some of the great houses that catch our eye as we’re driving past?

When choosing these homes, we took a few things into consideration. Of course they needed to be beautiful, but they also needed to represent the architectural variety we have here. After all, Greenwich is no cookie-cutter town. And so, in the serene light of dusk our photographers set out to capture that diversity. We think you will agree that in these instances you can indeed judge a book by its cover.

Homeowners’ favorite aspect of the house:

“The best thing about the house is the basement, where there is plenty of room for kids—and adults—to enjoy time together. There is the theater, game room, gym and lounge area with walk-out access to the backyard, so it doesn’t feel like a basement.”

Above:

Unique fact: The outside entertainment area features an infinity edge hot tub that cascades into the pool area for a truly resort-like feel.

Why We Love it: Who doesn’t love the classic look of a grand stone and shingle home? This one is particularly inviting, thanks to the circular drive that welcomes guests to come right on in.

Homeowner's Favorite Aspect of the House:

“When we bought the house, it had no landscaping. We added fieldstone walls and terraces, an outdoor kitchen, a wisteria-covered pergola with an outdoor fireplace, a Bradford pear tree orchard, and boxwood parterres. Everything is beautifully up-lit, so we can enjoy the view of the gardens from the house day and night in every season.”

Above:

Unique Fact: Even on overcast days, the house floods with natural light, giving every day a sunny disposition.

Why We Love It: This home is all about structure and stature and reminds us why we love the classics.

Homeowner's Favorite Aspect of the House:

“The ten sets of Palladian French doors and the beautiful front and side verandas. I love entertaining here. There are seven spectacular fireplaces that are hand carved. The property has gardens and two fountains. It’s unique!”

Above:

Date Built: 1912Number of Rooms: 22Lot Size: 3.75 acres

Unique Fact: The house was built by a woman, which 100 years ago, was a rare occurrence.

Why We Love It: Steeped in tradition yet bursting with glamour, this is one of the true Grande Dames of Greenwich.

Homeowner's Favorite Aspect of the House:

“The flow and vaulted ceilings, the back porch and the views from inside out that allow us to enjoy each season—it feels like the outside gets brought in.”

Above:

Date Built: 1901Number of Rooms: 21Lot Size: 1.1 acres

Unique Fact: Famed musician Guy Lombardo was the former resident of this home that is filled with charm, thanks to the stained-glass windows as well as the interior stone walls and archways.

Why We Love It: While this home is no country cottage, it is as warm and welcoming as one. The interesting roof lines, mixture of materials and architectural details make this house a gem.